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Archive for the ‘Structural Reassignment’ Category

Mycothiazole synthesis

Posted by naturalproductman on August 21, 2015

Karl Hale and colleague at the Queen’s University Belfast have reported in Organic Letters on the synthesis of mycothiazole.

mycothiazole

OL paper

Posted in Alkaloids, Methodology, Structural Reassignment, Thiazoles, Total Synthesis | Leave a Comment »

Yaku’amide synthesis

Posted by naturalproductman on July 17, 2015

Masayuki Inoue and co-workers from the University of Tokyo have reported in JACS on the synthesis of yaku’amide.

peptide

JACS paper

Posted in Peptides, Structural Reassignment | Leave a Comment »

Muironolide A synthesis

Posted by naturalproductman on May 4, 2015

Armen Zakarian and co-workers have reported in JACS on the synthesis of muironolide A.

muironolide A

JACS paper

Posted in Macrolides, Structural Reassignment, Total Synthesis | Leave a Comment »

Hypodoratoxide structural revision through 13C-13C COSY

Posted by naturalproductman on April 16, 2015

Jeroen Disckschat and co-workers at Rheinische Friedrich-Wilhelms-Universität Bonn have reported in ACIE on a 13C-13C COSY method to elucidate the structure of hypodoratoxide.
structure

ACIE paper

Posted in Methodology, New Setups, Structural Reassignment | Leave a Comment »

Uprolide F diacetate

Posted by naturalproductman on April 12, 2015

Rongbiao Tong and colleague from the Hong Kong University of Science and Technology have reported in Organic Letters on the synthesis of uprolide F diacetate.
uprolide

OL paper

Posted in Structural Reassignment, Total Synthesis | Leave a Comment »

Structure revision through total synthesis

Posted by naturalproductman on November 16, 2014

Rosario Hernández-Galán and co-workers at Universidad de Cádiz in Spain have reported in JOC on the synthesis of cinbotolide and the revised structure through total synthesis looks completely different from the proposed macrocyclic structure.

cinbotolide

JOC paper

Posted in Structural Reassignment, Total Synthesis | Leave a Comment »

Haouamine B pentaacetate synthesis

Posted by naturalproductman on October 11, 2014

Hidetoshi Tokuyama and co-workers from Tohoku University have reported in ACIE on the synthesis of haouamine B pentaacetate.

haouamine B

ACIE paper

Posted in Alkaloids, Structural Reassignment, Total Synthesis | Leave a Comment »

Why chemistry matters…

Posted by naturalproductman on May 22, 2014

Here’s a great example that was highlighted in C&E News illustrating why it is good to know chemistry and why people who are careful chemists/scientists are so valuable. The El-Deiry lab at Penn State had patented a compound they discovered with anti-cancer activity. Then the Janda group in Scripps had synthesized the structure and found it did not have the biological activity that was reported, and then they received the compound from NCI and it did have activity. The original structural assignment was incorrect as shown by X-ray crystallography. Now there’s a big issue.

 

ACIE paper

Posted in Structural Reassignment, Total Synthesis | Leave a Comment »

Posted by naturalproductman on July 21, 2013

Stephen Martin and co-workers have reported in JACS on a synthesis of citirnadin A.

citrinadin A

JACS paper

Posted in Alkaloids, Asymmetric, Methodology, Stereochemistry, Structural Reassignment, Total Synthesis | Leave a Comment »

Citrinadin B synthesis

Posted by naturalproductman on July 21, 2013

John Wood and co-workers at Colorado State University have reported in JACS on a synthesis of citrinadin.

alkaloid

JACS paper

Posted in Alkaloids, Cascade Reactions, Methodology, Stereochemistry, Structural Reassignment, Total Synthesis | Leave a Comment »

 
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